# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 08:50:45 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 5-bromo-N-{[(2S)-2,3-dihydroxypropyl]oxy}-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H](O)CONC(=O)c1cc(Br)c(F)c(F)c1Nc2ccc(I)cc2F
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 BBM  BBM  5-bromo-N-{[(2S)-2,3-dihydroxypropyl]oxy}-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide  ligand  40  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BBM
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 BBM  O1    O   O     0  -0.445   1.4956  -1.4204   1.1652
 BBM  C7    C   C     0   0.467   2.3682  -0.6845   0.7452
 BBM  N2    N   NH1   0  -0.344   3.6527  -1.0409   0.5904
 BBM  O4    O   O2    0  -0.380   4.0891  -2.2387   1.0482
 BBM  C15   C   CH2   0  -0.160   4.0328  -3.2421   0.0337
 BBM  C16   C   CH1   0  -0.053   4.6080  -4.5188   0.6225
 BBM  C17   C   CH2   0  -0.165   4.6628  -5.5885  -0.4573
 BBM  O3    O   OH1   0  -0.667   5.2964  -6.7283   0.0677
 BBM  O2    O   OH1   0  -0.655   3.9098  -4.9392   1.7689
 BBM  C8    C   CR6   0  -0.127   2.1064   0.7380   0.3540
 BBM  C9    C   CR16  0  -0.243   2.8668   1.7477   0.9304
 BBM  C10   C   CR6   0  -0.332   2.5731   3.0790   0.6854
 BBM  BR    BR  BR    0   0.022   3.5517   4.4561   1.4880
 BBM  C11   C   CR6   0   0.502   1.5315   3.3916  -0.1696
 BBM  F1    F   F     0  -0.278   1.2322   4.6528  -0.4488
 BBM  C12   C   CR6   0   0.406   0.8037   2.3866  -0.7761
 BBM  F2    F   F     0  -0.286  -0.1476   2.7258  -1.6429
 BBM  C13   C   CR6   0   0.161   1.0505   1.0426  -0.5144
 BBM  N     N   NH1   0  -0.759   0.3222   0.0694  -1.1756
 BBM  C3    C   CR6   0   0.183  -1.0625  -0.0046  -1.1538
 BBM  C26   C   CR6   0   0.494  -1.7129  -0.8390  -2.0619
 BBM  F3    F   F     0  -0.307  -0.9577  -1.5523  -2.9114
 BBM  C4    C   CR16  0  -0.291  -1.8629   0.7109  -0.2673
 BBM  C5    C   CR16  0  -0.234  -3.2462   0.6155  -0.3078
 BBM  C6    C   CR6   0  -0.233  -3.8502  -0.2223  -1.2310
 BBM  I     I   I     0   0.066  -5.9423  -0.3791  -1.2973
 BBM  C1    C   CR16  0  -0.370  -3.0822  -0.9689  -2.1152
 BBM  HN2   H   HNH1  0   0.429   4.3553  -0.4376   0.1828
 BBM  H151  H   HCH2  0   0.233   4.6209  -2.9312  -0.8355
 BBM  H152  H   HCH2  0   0.227   2.9978  -3.3957  -0.2914
 BBM  H16   H   HCH1  0   0.242   5.6311  -4.3143   0.9562
 BBM  H171  H   HCH2  0   0.203   5.2016  -5.1865  -1.3251
 BBM  H172  H   HCH2  0   0.199   3.6410  -5.8124  -0.7967
 BBM  HO3   H   HOH1  0   0.457   5.2736  -7.4158  -0.6037
 BBM  HO2   H   HOH1  0   0.445   3.0133  -5.1851   1.5152
 BBM  H9    H   HCR6  0   0.308   3.6721   1.4945   1.6071
 BBM  HN    H   HNH1  0   0.407   0.8084  -0.7899  -1.3783
 BBM  H4    H   HCR6  0   0.289  -1.4097   1.3418   0.4864
 BBM  H5    H   HCR6  0   0.285  -3.8324   1.1881   0.3972
 BBM  H1    H   HCR6  0   0.302  -3.5234  -1.6336  -2.8460

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 BBM  O1   C7    double    1.216  0.020  1.216
 BBM  C7   N2    single    1.342  0.020  1.342
 BBM  C7   C8    single    1.498  0.020  1.498
 BBM  N2   O4    single    1.355  0.020  1.355
 BBM  N2   HN2   single    0.860  0.020  1.020
 BBM  O4   C15   single    1.428  0.020  1.428
 BBM  C15  C16   single    1.519  0.020  1.519
 BBM  C15  H151  single    0.970  0.020  1.090
 BBM  C15  H152  single    0.970  0.020  1.090
 BBM  C16  C17   single    1.521  0.020  1.521
 BBM  C16  O2    single    1.407  0.020  1.407
 BBM  C16  H16   single    0.970  0.020  1.090
 BBM  C17  O3    single    1.406  0.020  1.406
 BBM  C17  H171  single    0.970  0.020  1.090
 BBM  C17  H172  single    0.970  0.020  1.090
 BBM  O3   HO3   single    0.850  0.020  0.980
 BBM  O2   HO2   single    0.850  0.020  0.980
 BBM  C8   C9    aromatic  1.389  0.020  1.389
 BBM  C8   C13   aromatic  1.401  0.020  1.401
 BBM  C9   C10   aromatic  1.385  0.020  1.385
 BBM  C9   H9    single    0.930  0.020  1.080
 BBM  C10  BR    single    1.870  0.020  1.870
 BBM  C10  C11   aromatic  1.383  0.020  1.383
 BBM  C11  F1    single    1.326  0.020  1.326
 BBM  C11  C12   aromatic  1.381  0.020  1.381
 BBM  C12  F2    single    1.331  0.020  1.331
 BBM  C12  C13   aromatic  1.391  0.020  1.391
 BBM  C13  N     single    1.384  0.020  1.384
 BBM  N    C3    single    1.387  0.020  1.387
 BBM  N    HN    single    0.890  0.020  1.040
 BBM  C3   C26   aromatic  1.394  0.020  1.394
 BBM  C3   C4    aromatic  1.392  0.020  1.392
 BBM  C26  F3    single    1.342  0.020  1.342
 BBM  C26  C1    aromatic  1.377  0.020  1.377
 BBM  C4   C5    aromatic  1.387  0.020  1.387
 BBM  C4   H4    single    0.930  0.020  1.080
 BBM  C5   C6    aromatic  1.385  0.020  1.385
 BBM  C5   H5    single    0.930  0.020  1.080
 BBM  C6   I     single    2.099  0.020  2.099
 BBM  C6   C1    aromatic  1.389  0.020  1.389
 BBM  C1   H1    single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 BBM  C8    C7   N2    112.91  3.000
 BBM  C8    C7   O1    122.63  3.000
 BBM  N2    C7   O1    124.46  3.000
 BBM  HN2   N2   O4    116.09  3.000
 BBM  HN2   N2   C7    123.55  3.000
 BBM  O4    N2   C7    120.28  3.000
 BBM  C15   O4   N2    111.62  3.000
 BBM  H152  C15  H151  108.16  3.000
 BBM  H152  C15  C16   110.79  3.000
 BBM  H151  C15  C16   110.07  3.000
 BBM  H152  C15  O4    110.27  3.000
 BBM  H151  C15  O4    110.09  3.000
 BBM  C16   C15  O4    107.47  3.000
 BBM  H16   C16  O2    105.73  3.000
 BBM  H16   C16  C17   108.30  3.000
 BBM  O2    C16  C17   112.72  3.000
 BBM  H16   C16  C15   108.35  3.000
 BBM  O2    C16  C15   112.28  3.000
 BBM  C17   C16  C15   109.24  3.000
 BBM  H172  C17  H171  106.66  3.000
 BBM  H172  C17  O3    111.65  3.000
 BBM  H171  C17  O3    111.77  3.000
 BBM  H172  C17  C16   109.20  3.000
 BBM  H171  C17  C16   108.75  3.000
 BBM  O3    C17  C16   108.75  3.000
 BBM  HO3   O3   C17   107.96  3.000
 BBM  HO2   O2   C16   108.88  3.000
 BBM  C13   C8   C9    120.79  3.000
 BBM  C13   C8   C7    120.00  3.000
 BBM  C9    C8   C7    119.08  3.000
 BBM  H9    C9   C10   119.56  3.000
 BBM  H9    C9   C8    119.79  3.000
 BBM  C10   C9   C8    120.60  3.000
 BBM  C11   C10  BR    119.52  3.000
 BBM  C11   C10  C9    119.09  3.000
 BBM  BR    C10  C9    121.39  3.000
 BBM  C12   C11  F1    118.73  3.000
 BBM  C12   C11  C10   120.25  3.000
 BBM  F1    C11  C10   121.00  3.000
 BBM  C13   C12  F2    119.70  3.000
 BBM  C13   C12  C11   121.79  3.000
 BBM  F2    C12  C11   118.50  3.000
 BBM  N     C13  C12   119.74  3.000
 BBM  N     C13  C8    122.69  3.000
 BBM  C12   C13  C8    117.41  3.000
 BBM  HN    N    C3    116.06  3.000
 BBM  HN    N    C13   116.22  3.000
 BBM  C3    N    C13   123.75  3.000
 BBM  C4    C3   C26   117.01  3.000
 BBM  C4    C3   N     123.82  3.000
 BBM  C26   C3   N     119.18  3.000
 BBM  C1    C26  F3    119.02  3.000
 BBM  C1    C26  C3    123.07  3.000
 BBM  F3    C26  C3    117.90  3.000
 BBM  H4    C4   C5    118.55  3.000
 BBM  H4    C4   C3    120.15  3.000
 BBM  C5    C4   C3    121.29  3.000
 BBM  H5    C5   C6    121.24  3.000
 BBM  H5    C5   C4    119.03  3.000
 BBM  C6    C5   C4    119.72  3.000
 BBM  C1    C6   I     119.40  3.000
 BBM  C1    C6   C5    120.55  3.000
 BBM  I     C6   C5    120.05  3.000
 BBM  H1    C1   C6    122.33  3.000
 BBM  H1    C1   C26   119.32  3.000
 BBM  C6    C1   C26   118.34  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 BBM  CONST_01  C11  C10  C9   C8     0.00   0.0  0
 BBM  CONST_02  C11  C12  C13  C8     0.00   0.0  0
 BBM  CONST_03  C12  C13  C8   C9     0.00   0.0  0
 BBM  CONST_04  C12  C11  C10  C9     0.00   0.0  0
 BBM  CONST_05  C13  C8   C9   C10    0.00   0.0  0
 BBM  CONST_06  C13  C12  C11  C10    0.00   0.0  0
 BBM  CONST_07  C6   C1   C26  C3     0.00   0.0  0
 BBM  CONST_08  C6   C5   C4   C3     0.00   0.0  0
 BBM  CONST_09  C5   C4   C3   C26    0.00   0.0  0
 BBM  CONST_10  C5   C6   C1   C26    0.00   0.0  0
 BBM  CONST_11  C1   C26  C3   C4     0.00   0.0  0
 BBM  CONST_12  C1   C6   C5   C4     0.00   0.0  0
 BBM  CONST_13  C10  C9   C8   C7   180.00   0.0  0
 BBM  CONST_14  C12  C13  C8   C7   180.00   0.0  0
 BBM  CONST_15  BR   C10  C9   C8   180.00   0.0  0
 BBM  CONST_16  F2   C12  C13  C8   180.00   0.0  0
 BBM  CONST_17  N    C13  C8   C9   180.00   0.0  0
 BBM  CONST_18  F1   C11  C10  C9   180.00   0.0  0
 BBM  CONST_19  F2   C12  C11  C10  180.00   0.0  0
 BBM  CONST_20  C12  C11  C10  BR   180.00   0.0  0
 BBM  CONST_21  N    C13  C12  C11  180.00   0.0  0
 BBM  CONST_22  C13  C12  C11  F1   180.00   0.0  0
 BBM  CONST_23  C1   C26  C3   N    180.00   0.0  0
 BBM  CONST_24  C5   C4   C3   N    180.00   0.0  0
 BBM  CONST_25  I    C6   C1   C26  180.00   0.0  0
 BBM  CONST_26  C4   C3   C26  F3   180.00   0.0  0
 BBM  CONST_27  C6   C1   C26  F3   180.00   0.0  0
 BBM  CONST_28  I    C6   C5   C4   180.00   0.0  0
 BBM  CONST_29  H9   C9   C10  C11  180.00   0.0  0
 BBM  CONST_30  H1   C1   C26  C3   180.00   0.0  0
 BBM  CONST_31  H5   C5   C4   C3   180.00   0.0  0
 BBM  CONST_32  H4   C4   C3   C26  180.00   0.0  0
 BBM  CONST_33  C8   C7   N2   O4   180.00   0.0  0
 BBM  CONST_34  HN2  N2   C7   C8     0.00   0.0  0
 BBM  CONST_35  O4   N2   C7   O1     0.00   0.0  0
 BBM  Var_01    C3   N    C13  C8   128.05  30.0  2
 BBM  Var_02    C26  C3   N    C13  166.81  30.0  2
 BBM  Var_03    C9   C8   C7   O1   125.47  30.0  2
 BBM  Var_04    C16  C15  O4   N2   177.07  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 BBM  chir_01  C16  C15  C17  O2  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 BBM  plan-1  C7   0.020
 BBM  plan-1  C8   0.020
 BBM  plan-1  C9   0.020
 BBM  plan-1  C10  0.020
 BBM  plan-1  BR   0.020
 BBM  plan-1  C11  0.020
 BBM  plan-1  F1   0.020
 BBM  plan-1  C12  0.020
 BBM  plan-1  F2   0.020
 BBM  plan-1  C13  0.020
 BBM  plan-1  N    0.020
 BBM  plan-1  H9   0.020
 BBM  plan-2  N    0.020
 BBM  plan-2  C3   0.020
 BBM  plan-2  C26  0.020
 BBM  plan-2  F3   0.020
 BBM  plan-2  C4   0.020
 BBM  plan-2  C5   0.020
 BBM  plan-2  C6   0.020
 BBM  plan-2  I    0.020
 BBM  plan-2  C1   0.020
 BBM  plan-2  H4   0.020
 BBM  plan-2  H5   0.020
 BBM  plan-2  H1   0.020
 BBM  plan-3  O1   0.020
 BBM  plan-3  C7   0.020
 BBM  plan-3  N2   0.020
 BBM  plan-3  O4   0.020
 BBM  plan-3  C8   0.020
 BBM  plan-3  HN2  0.020

